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Radical C-H arylation of the BODIPY core with aryldiazonium salts: synthesis of highly fluorescent red-shifted dyes

Radical C-H arylation of the BODIPY core with aryldiazonium salts: synthesis of highly fluorescent red-shifted dyes

Angewandte Chemie 54(15): 4612-4616

We describe herein the first radical C-H arylation of BODIPY dyes. This novel, general, one-step synthetic procedure uses ferrocene to generate aryl radical species from aryldiazonium salts and allows the straightforward synthesis of brightly fluorescent (Φ>0.85) 3,5-diarylated and 3-monoarylated boron dipyrrins in up to 86 % yield for a broad range of aryl substituents. In this way, new and complex dyes with red-shifted spectra can be easily prepared.

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Accession: 058685228

Download citation: RISBibTeXText

PMID: 25689682

DOI: 10.1002/anie.201410853

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